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Acta Cryst. (2007). E63, m1850    [ doi:10.1107/S1600536807027687 ]

Diaquabis(quinoline-2-carboxylato-[kappa]2N,O)magnesium(II) dihydrate methanol disolvate

X.-S. Tai, J. Yin and M.-Y. Hao

Abstract top

In the crystal structure of the title compound, [Mg(C10H6NO2)2(H2O)2]·2H2O·2CH3OH, the Mg atom (site symmetry \overline{1}) adopts a slightly distorted trans-MgN2O4 octahedral geometry arising from two N,O-bidentate quinaldine ligands and two water molecules. The structure is stabilized by intermolecular O-H...O hydrogen bonds.

Comment top

As part of our ongoing studies of the coordination chemistry of magnesium(II) (Tai et al., 2007), we now report the synthesis and structure of the title compound, (I), (Fig. 1).

In the molecule of (I), The Mg(II) center (site symmetry 1) is six-coordinate with two O donor of H2O, four O, N donor of two quinaldine anions (Table 1). Intermolecular O—H···O hydrogen bonds help to consolidate the crystal packing (Table 2).

Related literature top

For a related structure, see: Tai et al. (2007).

Experimental top

1 mmol of magnesium perchlorate was added to a solution of quinaldine acid (2 mmol) in 10 ml of 95% methanol. The mixture was stirred for 3 h at refluxing temperature and cooled. Clear blocks of (I) were obtained after one week as the solvents slowly evaporated.

Refinement top

The H atoms were placed geometrically (C—H = 0.93—0.96 Å, O—H = 0.85–0.96 Å) and refined as riding with Uiso(H) = 1.2Ueq(carrier) or 1.5Ueq(methyl C).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I) showing 30% displacement ellipsoids (arbitrary spheres for the H atoms).
Diaquabis(quinoline-2-carboxylato-κ2N,O)magnesium(II) dihydrate methanol disolvate top
Crystal data top
[Mg(C10H6NO2)2(H2O)2]·2H2O·2CH4OZ = 1
Mr = 504.77F000 = 266
Triclinic, P1Dx = 1.344 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 7.129 (3) ÅCell parameters from 318 reflections
b = 9.038 (3) Åθ = 2.4–19.2º
c = 10.846 (4) ŵ = 0.13 mm−1
α = 75.677 (5)ºT = 291 (2) K
β = 74.138 (5)ºBlock, colourless
γ = 70.160 (5)º0.30 × 0.26 × 0.24 mm
V = 623.0 (4) Å3
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		2445 independent reflections
Radiation source: sealed tube1640 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.062
T = 291(2) Kθmax = 26.0º
ω scansθmin = 2.0º
Absorption correction: multi-scan
(SADABS; Bruker, 2000)		h = −8→8
Tmin = 0.96, Tmax = 0.97k = −10→11
5796 measured reflectionsl = −13→13
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.064H-atom parameters constrained
wR(F2) = 0.129  w = 1/[σ2(Fo2) + (0.04P)2 + 0.11P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
2445 reflectionsΔρmax = 0.22 e Å−3
161 parametersΔρmin = −0.23 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Mg(C10H6NO2)2(H2O)2]·2H2O·2CH4Oγ = 70.160 (5)º
Mr = 504.77V = 623.0 (4) Å3
Triclinic, P1Z = 1
a = 7.129 (3) ÅMo Kα
b = 9.038 (3) ŵ = 0.13 mm−1
c = 10.846 (4) ÅT = 291 (2) K
α = 75.677 (5)º0.30 × 0.26 × 0.24 mm
β = 74.138 (5)º
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer		2445 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2000)		1640 reflections with I > 2σ(I)
Tmin = 0.96, Tmax = 0.97Rint = 0.062
5796 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.064161 parameters
wR(F2) = 0.129H-atom parameters constrained
S = 1.09Δρmax = 0.22 e Å−3
2445 reflectionsΔρmin = −0.23 e Å−3
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.5400 (4)0.3602 (3)0.8444 (3)0.0447 (6)
C20.3913 (5)0.3680 (4)0.7786 (3)0.0512 (7)
H20.33260.28540.79700.061*
C30.3347 (4)0.4995 (4)0.6868 (3)0.0482 (7)
H30.23570.50620.64320.058*
C40.4245 (4)0.6259 (3)0.6570 (3)0.0440 (6)
H40.38730.71350.59310.053*
C50.5670 (4)0.6163 (4)0.7241 (3)0.0470 (7)
H50.62300.70010.70770.056*
C60.6292 (4)0.4820 (4)0.8172 (3)0.0500 (7)
C70.7774 (4)0.4703 (3)0.8849 (3)0.0456 (6)
H70.83850.55120.86800.055*
C80.8292 (4)0.3384 (4)0.9753 (3)0.0482 (7)
H80.92660.32791.02150.058*
C90.7375 (4)0.2212 (4)0.9980 (3)0.0472 (7)
C100.7840 (5)0.0708 (3)1.0976 (3)0.0484 (7)
C110.9682 (5)0.7515 (4)0.4226 (3)0.0585 (9)
H11A1.09150.78070.40510.088*
H11B0.98380.67880.36670.088*
H11C0.94000.70100.51170.088*
Mg10.50000.00001.00000.0406 (3)
N10.5957 (4)0.2269 (3)0.9335 (2)0.0507 (6)
O10.7001 (3)−0.0334 (2)1.10861 (17)0.0459 (5)
O20.9058 (3)0.0623 (2)1.16859 (17)0.0451 (5)
O30.7270 (3)−0.0998 (2)0.85156 (18)0.0528 (5)
H3A0.8505−0.07690.84820.063*
H3B0.6846−0.05460.77020.063*
O40.6256 (3)0.0316 (2)0.61644 (17)0.0432 (5)
H4A0.7206−0.01080.55750.052*
H4B0.51560.01480.61570.052*
O50.8078 (3)0.8873 (2)0.39970 (17)0.0445 (5)
H5C0.85890.96360.33200.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0443 (15)0.0422 (16)0.0441 (14)0.0006 (13)−0.0151 (12)−0.0135 (11)
C20.0641 (19)0.0474 (18)0.0474 (15)−0.0157 (15)−0.0168 (14)−0.0127 (13)
C30.0423 (15)0.0540 (18)0.0483 (14)−0.0087 (14)−0.0147 (12)−0.0101 (13)
C40.0476 (15)0.0444 (16)0.0441 (13)−0.0105 (13)−0.0143 (12)−0.0135 (12)
C50.0383 (14)0.0620 (19)0.0444 (14)−0.0137 (14)−0.0107 (12)−0.0146 (13)
C60.0438 (15)0.0514 (19)0.0509 (15)−0.0001 (14)−0.0141 (13)−0.0164 (13)
C70.0433 (15)0.0423 (16)0.0506 (15)−0.0120 (13)−0.0018 (12)−0.0165 (12)
C80.0446 (15)0.0575 (19)0.0473 (14)−0.0140 (14)−0.0119 (12)−0.0161 (13)
C90.0476 (15)0.0444 (16)0.0489 (15)−0.0035 (13)−0.0131 (13)−0.0176 (12)
C100.0576 (17)0.0386 (16)0.0513 (15)−0.0138 (14)−0.0089 (14)−0.0149 (12)
C110.0489 (17)0.0486 (18)0.0517 (16)−0.0107 (14)0.0080 (14)0.0128 (13)
Mg10.0534 (8)0.0355 (7)0.0402 (6)−0.0157 (6)−0.0123 (6)−0.0125 (5)
N10.0550 (14)0.0517 (15)0.0441 (12)−0.0065 (12)−0.0148 (11)−0.0133 (11)
O10.0380 (10)0.0565 (13)0.0477 (10)−0.0136 (9)−0.0126 (8)−0.0129 (9)
O20.0419 (10)0.0483 (11)0.0493 (10)−0.0215 (9)0.0089 (9)−0.0242 (8)
O30.0614 (13)0.0532 (13)0.0464 (10)−0.0149 (11)−0.0122 (9)−0.0142 (9)
O40.0439 (10)0.0482 (12)0.0465 (10)−0.0193 (9)−0.0060 (8)−0.0195 (8)
O50.0475 (10)0.0436 (11)0.0446 (10)−0.0091 (9)−0.0108 (8)−0.0158 (8)
Geometric parameters (Å, °) top
C1—N11.361 (4)C10—O11.244 (3)
C1—C61.384 (4)C10—O21.283 (3)
C1—C21.406 (4)C10—Mg12.831 (3)
C2—C31.370 (4)C11—O51.389 (3)
C2—H20.9300C11—H11A0.9600
C3—C41.422 (4)C11—H11B0.9600
C3—H30.9300C11—H11C0.9600
C4—C51.373 (4)Mg1—O11.9913 (17)
C4—H40.9300Mg1—O1i1.9913 (17)
C5—C61.401 (4)Mg1—O3i2.081 (2)
C5—H50.9300Mg1—O32.081 (2)
C6—C71.406 (4)Mg1—N12.267 (3)
C7—C81.357 (4)Mg1—N1i2.267 (3)
C7—H70.9300O3—H3A0.9600
C8—C91.366 (4)O3—H3B0.9600
C8—H80.9300O4—H4A0.8500
C9—N11.360 (4)O4—H4B0.8500
C9—C101.513 (4)O5—H5C0.9599
N1—C1—C6121.5 (3)C9—C10—Mg182.07 (17)
N1—C1—C2117.4 (3)O5—C11—H11A109.5
C6—C1—C2121.1 (3)O5—C11—H11B109.5
C3—C2—C1118.7 (3)H11A—C11—H11B109.5
C3—C2—H2120.6O5—C11—H11C109.5
C1—C2—H2120.6H11A—C11—H11C109.5
C2—C3—C4121.2 (3)H11B—C11—H11C109.5
C2—C3—H3119.4O1—Mg1—O1i180.0
C4—C3—H3119.4O1—Mg1—O3i87.67 (8)
C5—C4—C3118.9 (3)O1i—Mg1—O3i92.33 (8)
C5—C4—H4120.6O1—Mg1—O392.33 (8)
C3—C4—H4120.6O1i—Mg1—O387.67 (8)
C4—C5—C6120.9 (3)O3i—Mg1—O3180.0
C4—C5—H5119.5O1—Mg1—N176.97 (8)
C6—C5—H5119.5O1i—Mg1—N1103.03 (8)
C1—C6—C5119.2 (3)O3i—Mg1—N190.70 (8)
C1—C6—C7119.6 (3)O3—Mg1—N189.30 (8)
C5—C6—C7121.2 (3)O1—Mg1—N1i103.03 (8)
C8—C7—C6118.5 (3)O1i—Mg1—N1i76.97 (8)
C8—C7—H7120.7O3i—Mg1—N1i89.30 (8)
C6—C7—H7120.7O3—Mg1—N1i90.70 (8)
C7—C8—C9119.6 (3)N1—Mg1—N1i180.0
C7—C8—H8120.2C9—N1—C1117.0 (3)
C9—C8—H8120.2C9—N1—Mg1110.26 (18)
N1—C9—C8123.7 (3)C1—N1—Mg1132.7 (2)
N1—C9—C10112.9 (3)C10—O1—Mg1120.38 (19)
C8—C9—C10123.3 (3)Mg1—O3—H3A109.4
O1—C10—O2124.2 (3)Mg1—O3—H3B109.2
O1—C10—C9119.4 (3)H3A—O3—H3B109.5
O2—C10—C9116.4 (3)H4A—O4—H4B109.5
O2—C10—Mg1161.3 (2)C11—O5—H5C109.1
Symmetry codes: (i) −x+1, −y, −z+2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3A···O2ii0.961.742.696 (3)171
O3—H3B···O40.961.762.713 (3)175
O4—H4A···O5iii0.851.992.759 (3)149
O4—H4B···O5iv0.852.212.968 (3)149
O5—H5C···O2v0.961.772.665 (3)153
Symmetry codes: (ii) −x+2, −y, −z+2; (iii) x, y−1, z; (iv) −x+1, −y+1, −z+1; (v) x, y+1, z−1.
Table 1
Selected geometric parameters (Å) top
Mg1—O11.9913 (17)Mg1—N12.267 (3)
Mg1—O32.081 (2)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3A···O2i0.961.742.696 (3)171
O3—H3B···O40.961.762.713 (3)175
O4—H4A···O5ii0.851.992.759 (3)149
O4—H4B···O5iii0.852.212.968 (3)149
O5—H5C···O2iv0.961.772.665 (3)153
Symmetry codes: (i) −x+2, −y, −z+2; (ii) x, y−1, z; (iii) −x+1, −y+1, −z+1; (iv) x, y+1, z−1.
Acknowledgements top

The authors thank the National Natural Science Foundation of China (grant No. 20671073), NingXia Natural Gas Transferring Key Laboratory (grant No. 2004007), and the Science and Technology Foundation of Weifang and Weifang University for a research grant.

references
References top

Bruker (2000). SMART, SAINT, SADABS and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA.

Sheldrick, G. M. (1997). SHELXTL. Version 5.10. Bruker AXS Inc., Madison, Wisconsin, USA. [Reference not cited - may it be removed?]

Tai et al. (2007). [Please provide full details for missing reference]

Wang, L.-H., Yin, J. & Tai, X.-S. (2007). Acta Cryst. E63, m1664–?. [Reference not cited - may it be removed?]